SID49728251

ID: ALA1602646

PubChem CID: 1104205

Max Phase: Preclinical

Molecular Formula: C18H12N4O5

Molecular Weight: 364.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2nc3ncccc3o2)cc1NC(=O)c1ccc([N+](=O)[O-])o1

Standard InChI:  InChI=1S/C18H12N4O5/c1-10-4-5-11(18-21-16-13(27-18)3-2-8-19-16)9-12(10)20-17(23)14-6-7-15(26-14)22(24)25/h2-9H,1H3,(H,20,23)

Standard InChI Key:  HOBGUFDAJXJWFF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
    4.7860    3.1146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2319    0.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    1.7327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2434   -1.7455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8246   -0.4401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7860    1.7797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8260    1.0182    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850    1.6222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1571   -0.9250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3010    2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4760    2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5706    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5706    2.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385    1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5885    0.3037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010    1.0182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8260    2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635    3.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2850    3.2722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2385    3.1616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9241   -0.4499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3110   -1.0020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995    2.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9995    2.8597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0010    2.4472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  1  0
  1 13  1  0
  2 16  1  0
  2 20  1  0
  3 17  2  0
  4  9  1  0
  5  9  2  0
  6 10  2  0
  6 12  1  0
  7 14  1  0
  7 17  1  0
  8 12  2  0
  8 25  1  0
  9 20  1  0
 10 11  1  0
 11 15  1  0
 11 19  2  0
 12 13  1  0
 13 21  2  0
 14 15  2  0
 14 18  1  0
 16 17  1  0
 16 23  2  0
 18 22  2  0
 18 27  1  0
 19 22  1  0
 20 24  2  0
 21 26  1  0
 23 24  1  0
 25 26  2  0
M  CHG  2   4  -1   9   1
M  END

Alternative Forms

1. Parent:

   

   ALA1602646

   N-[2-methyl-5-([1,3]oxazolo[4,5-b]pyridin-2-yl)phenyl]-5-nitrofuran-2-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 364.32

Molecular Weight (Monoisotopic): 364.0808

AlogP: 3.95

#Rotatable Bonds: 4

Polar Surface Area: 124.30

Molecular Species: NEUTRAL

HBA: 7

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.28

CX Basic pKa: 0.02

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 4

Heavy Atoms: 27

QED Weighted: 0.43

Np Likeness Score: -2.16

References

1. PubChem BioAssay data set, 

Source

Source(1):

• PubChem BioAssays